Private Pools Filters Filters Bedrooms 0 + 1 + 2 + 3 + 4 + 5 + 6 + 7 + 8 + 9 + 10 + 11 + 12 + Bathrooms 1 + 2 + 3 + 4 + 5 + 6 + 7 + 8 + 9 + 10 + 11 + 12 + 13 + 14 + Clear Filters Nightly Price Range: $0 - $10000 Amenities Beach Access Beachfront Concierge - Available Laptop Friendly Workspace Pool Tennis Court - Community View - Beach View - Water Washer - Private Wifi Pet Friendly Type Apartment Bungalow Cabin Chalet Condo Cottage Duplex Estate Guest Suite Guesthouse Hotel Room House Lodge Loft Ranch Studio Townhouse Villa Apply Filters Where SkyRun Sarasota Florida Greater Sarasota Area Downtown Sarasota Lido Key Longboat Key Sarasota Metro Area Siesta Key - People 2+ Guests 3+ Guests 4+ Guests 5+ Guests 6+ Guests 7+ Guests 8+ Guests 9+ Guests 10+ Guests 11+ Guests 12+ Guests 13+ Guests 14+ Guests 15+ Guests 16+ Guests 17+ Guests 18+ Guests 19+ Guests 20+ Guests 21+ Guests 22+ Guests 23+ Guests 24+ Guests 25+ Guests 26+ Guests 27+ Guests 28+ Guests 29+ Guests 30+ Guests 31+ Guests 32+ Guests 33+ Guests 34+ Guests 35+ Guests 36+ Guests 37+ Guests 38+ Guests 39+ Guests 40+ Guests 0 Pets 1 Pets 2 Pets 3 Pets 4 Pets 5 Pets 6 Pets 7 Pets 8 Pets Search 1-10 of 18 results Show122436 Sort byBedrooms - Low to HighBedrooms - High to LowName - a to zName - z to aPrice - Low to HighPrice - High to LowDefault (random) Favorites MAP Featured Property Beach Blessings Longboat Key, FL 5 Bdrms 3 Baths 16 Guests Pet Friendly View Details New Property Casa de Flores Sarasota, FL 4 Bdrms 3 Baths 9 Guests View Details New Property Coastal Cottage Sarasota, Florida 2 Bdrms 2 Baths 6 Guests 5.0 View Details Decked Out on Marbury Longboat Key, FL 4 Bdrms 4 Baths 10 Guests Pet Friendly 5.0 View Details New PropertyFeatured Property Dream Island Sarasota, FL 8 Bdrms 8 Baths 16 Guests Pet Friendly View Details New Property Fanta Sea Sarasota, Florida 3 Bdrms 2 Baths 6 Guests Pet Friendly View Details Mauna Loa Hideaway Sarasota, FL 3 Bdrms 3 Baths 6 Guests 4.8 View Details Modern Oasis Sarasota, Florida 4 Bdrms 2 Baths 9 Guests View Details Featured Property Paradise Found Sarasota, FL 3 Bdrms 3 Baths 6 Guests Pet Friendly View Details Featured Property Paradise Palace Sarasota, FL 4 Bdrms 2 Baths 11 Guests Pet Friendly 5.0 View Details Search while moving Prev12LastNext
